On Thu, May 14, 2020 at 09:07:29AM -0300, SysAdmin EM wrote: > postfix-out/smtp[12931]: E30639204ED: to=<m_snyder...@hotmail.com>, > relay=hotmail-com.olc.protection.outlook.com[104.47.124.33]:25, > delay=1.4, delays=0.08/0/1.4/0, dsn=5.5.4, status=bounced > (host hotmail-com.olc.protection.outlook.com[104.47.124.33] > refused to talk to me: 501 5.5.4 Invalid domain name > [HK2APC01FT037.eop-APC01.prod.protection.outlook.com])
The "refused to talk me" prefix means that the delivery attempt was rejected either in the server's SMTP greeting or the EHLO response, however the actual response also contains a 5.5.4 DSN status code, which would only be appropriate in response to EHLO. Therefore, the pattern was: C -> S: TCP SYN S -> C: TCP SYN ACK C -> S: ACK S -> C: 220 <server-hostnname> ESMTP ... <CRLF> C -> S: EHLO <your-hostname> <CRLF> S -> C: 501 5.5.4 Invalid domain name <CRLF> The 501 code suggests a syntax issue, from which it seems that Microsoft are claiming that your SMTP EHLO name is malformed. Therefore, take a close look at your "smtp_helo_name" and "myhostname" settings. -- Viktor.